5 Perfect Autumn Outfit Ideas—All From Hailey Baldwin
There are certain It girls we simply can't help but want to follow their every style move. We're talking Kendall Jenner, Olivia Palermo, Alexa Chung, Selena Gomez, Gigi Hadid, and most noteworthy right now—Hailey Baldwin. While either out and about in New York City or running around Europe during fashion week, Hailey has been churning out a load of gorgeous, covetable looks that are perfect for autumn. One day it could be a combination of leather skinnies, boots, and a graphic pullover—while the next, a pretty skirt and coat look. While some of her ensembles are certainly more high-concept than others, they're all totally easy enough to re-create in your own way.
Below we're showcasing some of our favourite recent Hailey style moments and highlighting how you can test out each look. It's actually easier than you probably think.
Go on to find your new go-to cold weather outfit—and shop each ensemble, too.
We love this outfit for drinks before a night out. The printed long coat adds just the right amount of sophistication to the skirt and over-the-knee boot look.
On Hailey Baldwin: Sophie Hulme Albion Tote (£550); Haider Ackermann Houndstooth Velvet Coat (£2310).
On the hunt for the coolest weekend ensemble? Follow Hailey's lead and go for an oversize checked shirt with your favourite leather skinnies.
On Hailey Baldwin: Saint Laurent Nashville Flannel Shirt (£345); Givenchy Antigona Bag (£1465).
If you're looking for the ideal off-duty vibe, go for this moto jacket, skinny jeans, and moto boots combo. If you work in a casual 9-to-5 setting, you could wear it to the office too.
On Hailey Baldwin: Saint Laurent jacket.
We adore how Hailey mixed her check prints here—very forward and unexpected. While the tank silhouette wouldn't look right in an office setting, you could totally make it appropriate by opting for a sleek long-sleeve jumpsuit instead with stilettos and a bold bag.
On Hailey Baldwin: Isabel Marant Double-Breasted Coat (£890), Jimmy Choo Anouk Pumps (£395).
This look is easy yet incredibly cool–simply toss on a cozy sweatshirt with skinny jeans and boots for a brunch date with your friends.
On Hailey Baldwin: Hood by Air Remastered Sweatshirt (£523); Saint Laurent sunglasses.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
-
Leggings May Be an Affordable Staple, But Wearing Them With These 5 Winter Trends Makes Them Anything But BasicThe chicest (and most expensive-looking) way to wear leggings this winter? Pairing them with the season’s biggest trends, of course.
-
It’s Time for a New Mani—“Chiffon” Nails Is Officially the Chicest Take on Classic NeutralsPrepare to see it everywhere.
-
Okay, I’m Convinced—Sheer Tights Look Chicest With This "Cheap" '90s Shoe TrendUnexpectedly elegant.
-
Kendall Jenner Just Wore the Jeans and Boot Combination That Makes Winter Outfits Look Much More ElevatedSo simple, so chic.
-
6 Shoe Styles That Make Bootcut Jeans Feel Chic and Modern, Instead of Stuck in 2005A true step forward.
-
Elizabeth Olsen Just Arrived at the Airport in the Shoe Trend That’s So Mary-Kate-and-Ashley-CodedI just know her sisters would approve.
-
This High-Street Brand Just Dropped the Most Expensive-Looking Shoe Edit I've Seen This YearTimeless silhouettes with a contemporary twist.
-
It’s Boot Season—If You’re Going To Wear Them This Winter, Try These 6 Trending StylesPut your best foot forward.
-
Jennifer Lawrence Just Wore the Boot Style I’ve Always Said Works Best With Straight-Leg JeansAn enduringly chic silhouette.
-
So, You Want an Elegant-Looking Wardrobe This Winter? I’d Start With These 6 Timeless StaplesFrom timeless coats to expensive-looking trainers.